Is parking easy in Oregon, WI?

As of early 2026, 94% of users say parking is easy

Is Oregon, WI dog-friendly?

As of early 2026, 94% of users say it's dog friendly

Does Oregon, WI have sidewalks?

As of early 2026, 92% of users say there are sidewalks

Do kids play outside in Oregon, WI?

As of early 2026, 87% of users say kids play outside

Would people walk alone at night in Oregon, WI?

As of early 2026, 86% of users say people would walk alone at night

Are yards well-kept in Oregon, WI?

As of early 2026, 85% of users say yards are well-kept

Is a car needed in Oregon, WI?

As of early 2026, 84% of users say car is needed

Are the streets well-lit in Oregon, WI?

As of early 2026, 80% of users say streets are well-lit

Does Oregon, WI show holiday spirit?

As of early 2026, 80% of users say there's holiday spirit

As of early 2026, 77% of users say it's quiet

Is Oregon, WI walkable to restaurants?

As of early 2026, 68% of users say it's walkable to restaurants

Do residents of Oregon, WI plan to stay at least 5 years?

As of early 2026, 68% of users say they plan to stay for at least 5 years

Are neighbors friendly in Oregon, WI?

As of early 2026, 68% of users say neighbors are friendly

Is there wildlife in Oregon, WI?

As of early 2026, 58% of users say there's wildlife

Is Oregon, WI walkable to grocery stores?

As of early 2026, 48% of users say it's walkable to grocery stores

Are there community events in Oregon, WI?

As of early 2026, 43% of users say there are community events

What is 4569 County Highway B estimated to be worth?

Trulia's estimated value for 4569 County Highway B in Oregon, WI is $514,100 .

What is the price history for 4569 County Highway B?

4569 County Highway B in Oregon, WI last sold for $242,000 in November 2017.

Is Oregon a buyer's or seller's market?

Oregon is currently a seller's market, based on recent for-sale activity.

What's the median sale price in Oregon?

The median sale price in Oregon is $535K. That is down $4.17K from the prior month.

Does 4569 County Highway B have laundry facilities?

Yes, 4569 County Highway B in Oregon, WI has in-unit laundry.

How big is the lot at 4569 County Highway B?

The lot at 4569 County Highway B in Oregon, WI is about 4.3 acres .

OFF MARKET

$514,100

Trulia Estimate

3 Beds
2 Baths
2,400 sqft (on 4.31 acres)

4569 County Highway B, Oregon, WI 53575

Est. Refi. Payment $3,484/mo*

Refinance Your Home

Currently Off Market - Sold Nov 3, 2017 for $242,000

Home Value

Trulia Estimate

$514K

Since last month

$14K (-2.6%)

Since last year

$10K (+1.9%)

Since last sale

$271K (+111.9%)

Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +109% in the last 10 years

Month	Estimated value
2026
September 2026	$513K
August 2026	$526K
July 2026	$519K
June 2026	$534K
May 2026	$535K
April 2026	$525K
March 2026	$506K
February 2026	$489K
January 2026	$473K
2025
December 2025	$487K
November 2025	$489K
October 2025	$497K
September 2025	$503K
August 2025	$504K
July 2025	$519K
June 2025	$505K
May 2025	$514K
April 2025	$501K
March 2025	$500K
February 2025	$480K
January 2025	$467K
2024
December 2024	$474K
November 2024	$474K
October 2024	$466K
September 2024	$473K
August 2024	$489K
July 2024	$506K
June 2024	$499K
May 2024	$483K
April 2024	$482K
March 2024	$466K
February 2024	$445K
January 2024	$428K
2023
December 2023	$425K
November 2023	$426K
October 2023	$445K
September 2023	$446K
August 2023	$441K
July 2023	$445K
June 2023	$450K
May 2023	$452K
April 2023	$443K
March 2023	$428K
February 2023	$433K
January 2023	$442K
2022
December 2022	$436K
November 2022	$442K
October 2022	$449K
September 2022	$452K
August 2022	$451K
July 2022	$457K
June 2022	$464K
May 2022	$458K
April 2022	$446K
March 2022	$430K
February 2022	$398K
January 2022	$391K
2021
December 2021	$391K
November 2021	$388K
October 2021	$391K
September 2021	$391K
August 2021	$394K
July 2021	$404K
June 2021	$405K
May 2021	$403K
April 2021	$393K
March 2021	$376K
February 2021	$370K
January 2021	$375K
2020
December 2020	$345K
November 2020	$316K
October 2020	$286K
September 2020	$287K
August 2020	$283K
July 2020	$281K
June 2020	$281K
May 2020	$278K
April 2020	$279K
March 2020	$276K
February 2020	$272K
January 2020	$270K
2019
December 2019	$269K
November 2019	$267K
October 2019	$268K
September 2019	$264K
August 2019	$268K
July 2019	$265K
June 2019	$266K
May 2019	$267K
April 2019	$264K
March 2019	$264K
February 2019	$262K
January 2019	$259K
2018
December 2018	$257K
November 2018	$257K
October 2018	$255K
September 2018	$255K
August 2018	$255K
July 2018	$255K
June 2018	$254K
May 2018	$256K
April 2018	$251K
March 2018	$249K
February 2018	$247K
January 2018	$246K
2017
December 2017	$243K
November 2017	$242K
October 2017	$290K
September 2017	$287K
August 2017	$296K
July 2017	$297K
June 2017	$311K
May 2017	$288K
April 2017	$301K
March 2017	$300K
February 2017	$272K
January 2017	$280K
2016
December 2016	$268K
November 2016	$261K
October 2016	$243K
September 2016	$245K

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
2122 Sand Hill Rd, Oregon, WI	0.50	Single-Family Home	$255,000	11/19/25	3	1	1,768
4644 Willow Pass, Oregon, WI	0.48	Single-Family Home	$457,500	07/06/26	3	2	2,229
4365 Schneider Dr, Oregon, WI	0.91	Single-Family Home	$625,000	05/27/26	3	3.5	2,100
2000 Timber Lake Rd, Oregon, WI	0.91	Single-Family Home	$860,000	10/23/25	4	3.5	4,007
1903 County Highway Mm, Oregon, WI	1.34	Single-Family Home	$880,000	07/14/26	2	3.5	3,292
2073 Hawkinson Rd, Oregon, WI	1.78	Single-Family Home	$525,000	05/01/26	4	2	1,728
4266 Pella Ln, Mc Farland, WI	1.40	Single-Family Home	$402,500	11/06/25	3	2	1,272
2401 County Highway Mm, Fitchburg, WI	1.53	Single-Family Home	$490,000	07/27/26	4	2	2,366
2401 County Road Mm, Oregon, WI	1.53	Single-Family Home	$490,000	07/24/26	4	2	2,366
4689 Holm Rd, Oregon, WI	1.70	Single-Family Home	$510,000	04/14/26	3	2	1,946

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.

Address	Distance	Price	Bed	Bath	Sqft	Status
2221 Southview Rd, Oregon, WI 53575	0.04	$447,900	3	2	1,820	Off Market
4641 County Road B, Oregon, WI 53575	0.34	$494,800	3	2	2,497	Off Market
4663 County Road B, Oregon, WI 53575	0.40	$539,000	4	2	2,273	Off Market
2291/2293 White Oak Trl, Oregon, WI 53575	0.40	$500,000	4	2	2,226	Off Market
4655 County Road B, Oregon, WI 53575	0.41	$638,800	4	2.5	3,440	Off Market
2299 White Oak Trl, Oregon, WI 53575	0.42	$463,000	4	2.5	2,182	Off Market
2412-2414 White Oak Trl, Oregon, WI 53575	0.43	$581,700	5	3.5	4,276	Off Market
4644 Willow Pass, Oregon, WI 53575	0.48	$457,500	3	2	2,229	Recently Sold
4452 County Road B Rd, Oregon, WI 53575	0.47	$1,523,800	2	2	2,017	Off Market
2315 White Oak Trl, Oregon, WI 53575	0.48	$551,000	4	3	3,235	Off Market
2122 Sand Hill Rd, Oregon, WI 53575	0.50	$262,400	3	1	1,768	Off Market
2399 White Oak Trl, Oregon, WI 53575	0.53	$463,600	3	2	2,196	Off Market

Local Information

Map ViewExplore the area around 4569 County Highway B.
Schools2 Preschool Schools3 Elementary Schools1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Single-Family Home

Built in 1880

4.31 acre lot

2,400 sqft

$214/sqft

Garage

About this House

Have your own piece of the pie! This 4.31 acres of lush landscape can be yours and located just minutes from Madison! 1880's farmhouse offers country style kitchen with island, large living room, 3 season room , master bedroom, full bath and laundry on main level w/ washer & dryer incl., plus two bedrooms and second bath on upper level. Basement is partially finished and ample storage too. Detached 24X40 garage, heated with nat. gas for work space plus two car stalls.

4569 County Highway B, Oregon, WI 53575 is a 3 bedroom, 2 bathroom, 2,400 sqft single-family home built in 1880. It last sold for $242,000 on Nov 3, 2017. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $514,100, with a rent estimate of $2,449/month.

Home Details for 4569 County Highway B

Interior Features
Interior Details BasementAtticNumber of Rooms: 8Types of Rooms: Family Room, Laundry Room, Mud Room
Levels, Entrance, & Accessibility Stories: 2Floors: Carpet, Hardwood, Laminate
Appliances & Utilities Cable ReadyDishwasherDryerMicrowaveRefrigeratorWasher
Fireplace & Spa Fireplace

Exterior Features
Exterior Home Features Roof: Shake ShingleDeckExterior: VinylGardenLawnPorch
Parking & Garage GarageParking Spaces: 2Parking: Garage Detached

Property Information
Year Built Year Built: 1880Year Updated: 1992
Property Type / Style Property Type: Single Family HomeArchitecture: Colonial

Community
Units in Building: 1

Lot Information
Lot Area: 4.31 acres

Additional Information
Greenhouse

Price and Tax history

Date	Event	Price
Nov 3, 2017 Source: N/A	Sold	$242,000
Oct 14, 2016 Source: Agent Provided	ListingRemoved	$249,900
Apr 27, 2016 Source: Agent Provided	Listed For Sale	$249,900
Oct 2, 2015 Source: Agent Provided	ListingRemoved	$249,900
May 13, 2015 Source: Agent Provided	PriceChange	$249,900 Price decreased by 7%
Nov 19, 2014 Source: Agent Provided	PriceChange	$269,900 Price decreased by 2%
Oct 29, 2014 Source: Agent Provided	PriceChange	$274,900 Price decreased by 2%
Jul 23, 2014 Source: Agent Provided	Listed For Sale	$279,900

Year	Property tax	Tax assessment
2024	$5,376	$429,200

Additional Cost

Market trends in Oregon

Last updated August 2026

Avg. sale price

$535K

$4.17KMoM

Sale-to-List Price

—

Price per sq ft

$223

$18MoM

Available listings

8MoM

Around this home

View nearby schools on GreatSchools

The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Oregon

At least 64 Trulia users voted on each feature.

94 % Say parking is easy
94 % Say it's dog friendly
92 % Say there are sidewalks
87 % Say kids play outside
86 % Say people would walk alone at night
85 % Say yards are well-kept
84 % Say car is needed
80 % Say streets are well-lit
80 % Say there's holiday spirit
77 % Say it's quiet
68 % Say it's walkable to restaurants
68 % Say they plan to stay for at least 5 years
68 % Say neighbors are friendly
58 % Say there's wildlife
48 % Say it's walkable to grocery stores
43 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.

Tanya Hoppe
Resident
2y ago
"Friendly and family orientated little Town with great school district. Our neighbors are great and watch out for each other. "
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Khockett58
Resident
5y ago
"Village Oregon Great place to live. Great schools & sport Great food places to eat. Doctor clinics Gad stations Banks. Small town but close to drive in to Madison or Stoughton And other cities "
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Lysagrant
Resident
6y ago
"15 minute drive from Madison. No public transportation. Easy access to rate 14. Not much traffic even at rush hour."
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Tjrbackstroker
Visitor
6y ago
"A quick drive up to Madison. The area is very drivable with not too much traffic. It is very easy to get on the highway."
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Kelly J. P.
Resident
6y ago
"Love it here! Best move to call this home for our family to grow. Super nice community. We love our neighbors and enjoy to small town feel that Oregon has to offer & also super close to Madison for fun nights out!"
2
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Ken D.
Resident
7y ago
"Great schools, convenient to madison, stoughton and Fitchburg. Housing market is booming, low crime"
0
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Rachel
Resident
8y ago
"To always keep an eye on your kids no matter how safe a neighborhood is deemed to be. Oregon is a great place to live!"
1
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miltydog
12y ago
"Wonderful schools and a strong sense of community"
0
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Donna R. B.
12y ago
"Very private rural subdivision....may be a longer drive to madison but for the beautiful lot and privacy a huge bonus"
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Stevie K.
12y ago
"If you like your privacy, multi level living, looking out the back you feel as if you are in the woods! Lots of updates and well cared for. Great neighbors, I used to be one but moved out West, so I have personally been inside and it's great! It is located on a private circle with little traffic! It's definitely a must see!"
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Stefan
14y ago
"This area of Oregon is excellent. The schools are the best. The neighborhoods around Lincoln Road, County A and Hillcrest are nice, but, drivers have no regard for safety at all. Stay off these roads if you bike or run. Farm families are very nice, too. You will love bringing up children in this area. Oregon is the best community in the Madison area for kids and your families to live."
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LGBTQ Local Legal Protections

Frequently asked questions about 4569 County Highway B

What is 4569 County Highway B estimated to be worth?
Trulia's estimated value for 4569 County Highway B in Oregon, WI is $514,100.
What is the price history for 4569 County Highway B?
4569 County Highway B in Oregon, WI last sold for $242,000 in November 2017.
Is Oregon a buyer's or seller's market?
Oregon is currently a seller's market, based on recent for-sale activity.
What's the median sale price in Oregon?
The median sale price in Oregon is $535K. That is down $4.17K from the prior month.
Does 4569 County Highway B have laundry facilities?
Yes, 4569 County Highway B in Oregon, WI has in-unit laundry.
How big is the lot at 4569 County Highway B?
The lot at 4569 County Highway B in Oregon, WI is about 4.3 acres.